1.1: 65 percent / sodium hydroxide; tert-butyl hypochlorite; potassium osmate / ethyldiisopropylamine / propan-1-ol; H2O / 3 h / 25 °C 2.1: NaOH / methanol; H2O / 25 °C 2.2: 77 percent / 3 h / 90 °C View Scheme

<b>Multi-step reaction with 2 steps<br /> </b>1.1: 43 percent / Ti(O-iPr)4; (+)-diisopropyl tartrate; tert-butyl hydroperoxide / molecular sieves 4 Angstroem / CH₂Cl₂ / 24 h / -20 &deg;C<br />2.1: CH₂Cl₂ / 2 h / 0 - 25 &deg;C<br />2.2: 86 percent / potassium carbonate / methanol; H₂O / 18 h / 0 - 25 &deg;C<br /> <br /> &nbsp;

<b>Multi-step reaction with 4 steps<br /> </b>1.1: Mg / tetrahydrofuran / 0.5 h / 0 - 20 &deg;C<br />1.2: 96 percent / tetrahydrofuran / 2 h / 0 - 25 &deg;C<br />2.1: 95 percent / oxone / tetrahydrofuran; methanol; H₂O / 0 - 25 &deg;C<br />3.1: 43 percent / Ti(O-iPr)4; (+)-diisopropyl tartrate; tert-butyl hydroperoxide / molecular sieves 4 Angstroem / CH₂Cl₂ / 24 h / -20 &deg;C<br />4.1: CH₂Cl₂ / 2 h / 0 - 25 &deg;C<br />4.2: 86 percent / potassium carbonate / methanol; H₂O / 18 h / 0 - 25 &deg;C<br /> <br /> &nbsp;